(S)-3-Amino-3-(4-bromophenyl)propanoic acid

Name: (S)-3-Amino-3-(4-bromophenyl)propanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 275826-36-3
Cat. No. CS-0157611
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(S)-3-Amino-3-(4-bromophenyl)propanoic acid|CS-0157611

Structure of 275826-36-3

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General Information

CAS No. 275826-36-3
Cat. No. CS-0157611
Purity ≥98%
MDL No. None
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀BrNO₂
Molecular Weight 244.09
Synonym(s) S-4-Bromophenylalanine
SMILES C1=C(C=CC(=C1)Br)[C@H](CC(=O)O)N

Description

(S)-3-Amino-3-(4-bromophenyl)propanoic acid is a chiral building block featuring a pendant bromophenyl group and a stereogenic center. This configuration enables precise incorporation into bioactive molecules, particularly in medicinal chemistry scaffolds requiring defined stereochemistry. The amino and carboxylic acid functionalities support direct conjugation or derivatization under standard peptide coupling conditions.

Application

(S)-3-Amino-3-(4-bromophenyl)propanoic acid serves as a versatile chiral building block for the synthesis of bioactive molecules, particularly in medicinal chemistry and peptide-based drug discovery. Its well-defined stereochemistry and compatibility with standard amine and carboxylic acid transformations enable reliable incorporation into complex scaffolds. The pendant bromophenyl group provides a handle for further functionalization via cross-coupling reactions, facilitating rapid diversification. Bench-stable and readily purified by recrystallization, it functions efficiently in both small-molecule and solid-phase syntheses.

Synthesis

Route1
- In-stock
  
  39773-47-2
- ~%
- In-stock
  
  275826-36-3
References
- Faulconbridge, Susan J.; Holt, Karen E.; Garcia Sevillano, Luis; Lock, Christopher J.; Tiffin, Peter D.; Tremayne, Neil; Winter, Stephen Tetrahedron Letters, 2000 , vol. 41, # 15 p. 2679 - 2681

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 63.32
LogP 1.9236
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Bromide

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(S)-3-Amino-3-(4-bromophenyl)propanoic acid

CAS No. 275826-36-3

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